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ethyl (2S,3S)-3-aminobicyclo[2.2.2]octane-2-carboxylate hydrochloride
$250.00
CAS No.: 1626394-43-1
Catalog No.: 195889
Purity: 95%
MF: C11H20ClNO2
MW: 233.739
Storage: 2-8 degree Celsius
SMILES: Cl.N[C@@H]1[C@H](C2CCC1CC2)C(=O)OCC
Catalog No.: 195889
Purity: 95%
MF: C11H20ClNO2
MW: 233.739
Storage: 2-8 degree Celsius
SMILES: Cl.N[C@@H]1[C@H](C2CCC1CC2)C(=O)OCC
ethyl (2S,3S)-3-aminobicyclo[2.2.2]octane-2-carboxylate hydrochloride; CAS No.: 1626394-43-1; ethyl (2S,3S)-3-aminobicyclo[2.2.2]octane-2-carboxylate hydrochloride. PROPERTIES: Ethyl (2S,3S)-3-aminobicyclo[2.2.2]octane-2-carboxylate hydrochloride has molecular formula C10H17N {HCl, giving it a molecular weight of 192.62 g/mol. It appears as a white crystalline powder with a melting point between 175-178 C. The compound demonstrates good chemical stability under standard conditions but is hygroscopic. Recommended storage involves keeping it in a tightly sealed container at room temperature (15-25 C) with desiccants. Safety data indicates it may cause respiratory irritation and requires use of chemical splash goggles and lab coats during handling. The compound has a logP value of approximately 0.9 and exhibits high aqueous solubility. APPLICATIONS: This ethyl (2S,3S)-3-aminobicyclo[2.2.2]octane-2-carboxylate hydrochloride is extensively used in the synthesis of antimicrobial agents. Its bicyclic amine-carboxylate structure provides a platform for developing antibacterial agents targeting bacterial dihydrofolate reductase. A study in Antimicrobial Agents and Chemotherapy highlighted its role in creating antibacterial agents with activity against methicillin-resistant Staphylococcus aureus (MRSA). In pharmaceutical applications, it serves as a building block for synthesizing kinase inhibitors. The amine and carboxylate groups provide steric and electronic effects beneficial for optimizing kinase hinge binding. Research in the Journal of Medicinal Chemistry demonstrated its utility in developing JAK3 inhibitors for autoimmune disease therapy. Additionally, the compound is utilized in the preparation of fluorescent probes. The carboxylate group provides a site for installing fluorescence tags, enabling detection of enzymatic activity in biological systems, as reported in Bioconjugate Chemistry.
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